EP0214454A2 - Copolymères solubles dans l'eau et leur usage comme auxiliaire de matériel de construction - Google Patents
Copolymères solubles dans l'eau et leur usage comme auxiliaire de matériel de construction Download PDFInfo
- Publication number
- EP0214454A2 EP0214454A2 EP19860110675 EP86110675A EP0214454A2 EP 0214454 A2 EP0214454 A2 EP 0214454A2 EP 19860110675 EP19860110675 EP 19860110675 EP 86110675 A EP86110675 A EP 86110675A EP 0214454 A2 EP0214454 A2 EP 0214454A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- mol
- formula
- radicals
- group
- screed
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 19
- 239000004566 building material Substances 0.000 title claims abstract description 17
- 239000000203 mixture Substances 0.000 claims description 38
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical class CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- -1 ethyloxy Chemical group 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000004568 cement Substances 0.000 claims description 6
- 239000004576 sand Substances 0.000 claims description 6
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 5
- 239000010881 fly ash Substances 0.000 claims description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 2
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 2
- 125000004423 acyloxy group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000002883 imidazolyl group Chemical group 0.000 claims description 2
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- 150000003254 radicals Chemical class 0.000 claims 10
- UJOBWOGCFQCDNV-UHFFFAOYSA-N Carbazole Natural products C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims 1
- 125000004744 butyloxycarbonyl group Chemical group 0.000 claims 1
- 125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 claims 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 description 18
- 239000000243 solution Substances 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 239000000178 monomer Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- 238000006116 polymerization reaction Methods 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 9
- 239000007788 liquid Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 7
- 238000007792 addition Methods 0.000 description 7
- IRLPACMLTUPBCL-KQYNXXCUSA-N 5'-adenylyl sulfate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O IRLPACMLTUPBCL-KQYNXXCUSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000004014 plasticizer Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 6
- 229920000877 Melamine resin Polymers 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000004567 concrete Substances 0.000 description 5
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 5
- 238000010926 purge Methods 0.000 description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 238000004062 sedimentation Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 230000009969 flowable effect Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000008032 concrete plasticizer Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000004570 mortar (masonry) Substances 0.000 description 2
- 150000002829 nitrogen Chemical class 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- KCZIUKYAJJEIQG-UHFFFAOYSA-N 1,3,5-triazin-2-amine Chemical compound NC1=NC=NC=N1 KCZIUKYAJJEIQG-UHFFFAOYSA-N 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Natural products OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- 0 CC(C)(*)CNC Chemical compound CC(C)(*)CNC 0.000 description 1
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical group OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- YPKOTWSAVCIFAM-UHFFFAOYSA-N [Na].CCC Chemical compound [Na].CCC YPKOTWSAVCIFAM-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052925 anhydrite Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000001934 delay Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000010350 erythorbic acid Nutrition 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229940026239 isoascorbic acid Drugs 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000014380 magnesium carbonate Nutrition 0.000 description 1
- 239000013521 mastic Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/16—Sulfur-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/24—Macromolecular compounds
- C04B24/26—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C04B24/2688—Copolymers containing at least three different monomers
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B28/00—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
- C04B28/02—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements containing hydraulic cements other than calcium sulfates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a single or double bond to nitrogen
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/91—Use of waste materials as fillers for mortars or concrete
Definitions
- the present invention relates to new water-soluble copolymers based on acrylic acid derivatives and their use as auxiliary building materials.
- a mortar composition which consists of anhydrite, optionally sand, an exciter, a resin modified with sulfite or sulfonic acid and based on an amino-S-triazine with at least 2 NH 2 groups as an additive to increase strength , a wetting agent and possibly a defoamer.
- These are melamine formaldehyde condensation products that are added as plasticizers.
- the aim of the concrete liquefaction is to obtain a concrete mixture which is as easy to pump as possible, which flows extremely well and hardens as quickly as possible.
- a plasticizer in a self-leveling screed is fundamentally different from those for a concrete plasticizer.
- a completely homogeneous flow of the screed mass is required.
- no sedimentation of the heavier constituents may occur when flowing.
- the flow aid for concrete screed must therefore have a certain load-bearing capacity for the building material mixture. Since there may be delays in the application of the self-leveling screed on the construction site, it is necessary that the self-leveling screed additive remains fully effective 1 hour after being added to the building material mixture.
- the polymers according to the invention can preferably also be reacted with lower, aliphatic aldehydes, preferably formaldehyde and sodium bisulfite, 0.1 to 1 mol, preferably 0.4 to 0.8 mol / per mol of the radicals of the formula III, of aldehyde being added.
- the sodium bisulfite is preferably used in equimolar amounts to the aldehyde.
- copolymers derived from ethyl acrylate, vinyl acetate, acrylamide, 1-vinylpyrrolidone-2, acrylic acid and 2-acrylamido-2-methylpropanesulfonic acid are particularly preferred.
- the polymers according to the invention can be used in a manner known per se e.g. can be prepared by radical polymerization in aqueous solution.
- the polymerization is carried out as usual in a protective gas atmosphere, preferably under nitrogen.
- the polymerization temperature should be between 20 and 100 ° C, preferably between 30 and 60 ° C.
- the polymerization can be started using the customary polymerization initiators, for example K 2 S 2 0 8 , H 2 0 2 , (NH 4 ) 2 S 2 0 8 , H 2 O 2 / isoascorbic acid mixture. 1 to 10 g of polymerization initiator are generally used per 100 g of monomers.
- the monomers are preferably dissolved in water at a concentration in the range from 20 to 40% by weight of total monomers.
- a surfactant can be added to improve the distribution of the water-insoluble monomers. Since the aim is to obtain polymers with the shortest possible chain, relatively large amounts of a chain length regulator are used. Hydroquinone, isopropanol or other suitable chain length regulators can be used for this.
- the reaction is started after a nitrogen purge.
- the copolymers can also advantageously be reacted with formaldehyde and sodium bisulfite in order to increase the proportion of sulfonic acid groups in the finished product.
- the copolymer according to the invention can be removed from the aqueous solution by distilling off the water or precipitating by mixing the solution with a water-miscible orga African solvents such as methanol, ethanol, acetone or the like can be isolated.
- a water-miscible orga African solvents such as methanol, ethanol, acetone or the like can be isolated.
- the aqueous solution of the reaction product is preferably used directly, possibly after setting a desired concentration, as a flow aid for screed mixtures.
- copolymers according to the invention are outstandingly suitable as auxiliaries for building material mixtures. They ensure a homogeneous, even flow of screed mixes to a completely flat, smooth surface. It is particularly advantageous that these copolymers according to the invention retain their effectiveness fully even after 1 hour after the addition of the polymer to the building material mixture. An excellent plasticizer is therefore available for use in screed mixes and floor leveling compounds.
- the invention therefore furthermore relates to building material mixtures, in particular screed mixtures, based on cement, sand and fly ash, which are characterized in that they contain the copolymers according to the invention as flow control agents.
- the leveling aid such as, for example, the known aid based on melamine formaldehyde condensation product
- the copolymers according to the invention it is possible to use an amount of only 50% of the usual amounts to achieve excellent flow of screed mixtures.
- the flow control agent according to the invention therefore already shows its full effectiveness in amounts of 0.05 to 1% by weight, preferably 0.15 to 0.4% by weight, based on solids.
- the screed mixes are preferably based on cement, sand and fly ash.
- 329 g of deionized water are placed in a 1 l polymerization flask with stirrer, reflux condenser and gas inlet tube for inert gas. Then 22.58 g of ethyl acrylate are added. This amount corresponds to 0.2256 mol of ethyl acrylate.
- Hyddroquinone is used as chain length regulator in a quantity of 6 g in the form of a 1% solution ⁇ 0.04%, based on the total weight of monomers.
- the mixture is stirred at a rate of 350 to 400 rpm and it is flushed with about 10 l / h of nitrogen in order to displace the oxygen from the solution. This nitrogen purge is maintained throughout the reaction time.
- the residual oxygen content at the start of the polymerization is advantageously between 1.2 and 1.8 ppm.
- the pH of the reaction mixture is about 2.1.
- the reaction mixture is heated to 35 ° C.
- the polymers 2 to 33 can be prepared analogously to Example 1.
- the mixture is stirred at a rate of 350 to 400 rpm and it is flushed with about 10 l / h of nitrogen in order to displace the oxygen from the solution. This nitrogen purge is maintained throughout the reaction time.
- the residual oxygen content at the start of the polymerization is advantageously between 1.2 and 1.8 ppm.
- the pH of the reaction mixture is about 2.8.
- the reaction mixture is heated to 35 ° C.
- the polymer is reacted with formaldehyde and sodium bisulfite.
- the polymer solution is adjusted to a pH of 8.9 at 20 ° C. with 15.31 g of a 50% sodium hydroxide solution and 12.17 g of 25% sodium hydroxide solution.
- the solution obtained can be used directly.
- the polymers 35 to 40 the composition of which can be seen in Table 1, can be prepared analogously to Example 34.
- the polymers according to the invention are compared with known plasticizers for building material mixtures.
- the so-called slump under standardized conditions is used in application tests to measure this flow effect. It is also particularly important that the self-leveling screed mixture remains fully effective even after 1 hour. For this reason, the slump is determined again after 1 hour.
- the slump after 1 hour should ideally be as large as the slump immediately after the liquid screed mixture has been applied.
- the liquid screed In order to ensure rapid construction progress, the liquid screed must be accessible after 16 hours (i.e. on the morning of the next working day). For this reason, the hardening after 16 hours is checked in the laboratory test for the flowing screed application.
- the amount of water depends on the flowability of the screed. It is assumed that the total amount of water is 105 ml and metered in as required. This initial total amount of water contains the water that the polymer brings with its solution.
- the sand, cement and fly ash are mixed dry in a laboratory mixer for 2 minutes.
- the polymer solution, the defoamer and the water are weighed into a beaker, stirred and then added to the homogeneous dry mixture of sand, cement and fly ash, the dry mixture being stirred.
- the mixing process is interrupted and the sample is assessed to determine whether the surface flows completely smooth within 15 to 30 seconds. If this property has not yet been reached, water will be in one Gradation of 5 ml added and then this amount of water is stirred for 1 min. The stirring process is then interrupted again and it is again assessed whether the surface flows smoothly within 15 to 30 seconds. Shortly before reaching this completely smooth flow, the water is only added in increments of 1 ml.
- the amount of water required to achieve a completely smooth flow should be as small as possible to avoid cracking in the screed.
- the slump is determined. By this time, the screed must have been stirred for a total of 10 minutes. The slump is then determined.
- the entire screed is poured into a polystyrene beaker and left to stand for 1 hour. After this time, which is counted from the addition of the polymer solution to the dry mix, the surface of the screed is checked for any skin formation. The screed is then stirred well, assessing whether the screed has largely set. The screed should be made flowable again by stirring.
- the hardening of the sample is checked by pressing firmly on the surface with your finger. If the surface of the screed gives way, it cannot be walked on. This is a rough pre-test.
- curing is checked with a Vickert needle device. It is examined whether a metal needle with a diameter of approx. 1 mm, which is loaded with a weight of 300 g, penetrates into the sample. 10 measurements are carried out and the mean value of the penetration depth is determined from these measurements. The screed is considered to have hardened if the needle was unable to penetrate the screed in any of the 10 measurements.
- Table 2 shows the results of the tests with these products and with the flow agents according to Example Nos. 2, 3, 5, 9, 11, 15, 16 and 22: The results of the application studies clearly show the superior effectiveness of the plasticizers according to the invention over the comparative product C.
- the products according to the invention With the products according to the invention, a much higher slump is achieved immediately after the screed has been set up than with the comparative product C.
- the products according to the invention advantageously flow completely smoothly, without sedimentation, while the comparative product C, even with the higher amount of water, only leads to an uneven flow of the screed flat , which also has a curvature.
- the superiority of the products according to the invention becomes particularly clear when determining the slump 1 hour after the addition of the plasticizer.
- both products according to the invention still have the insignificantly changed high initial slump and cause the screed to flow completely smoothly without sedimentation.
- the comparative product C is not flowable and leads to a screed cake with an uneven surface and a strong curvature.
- the products according to the invention thus achieve a far higher effectiveness than the previously known products and thus represent a significant improvement in the prior art.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Ceramic Engineering (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Inorganic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT86110675T ATE41940T1 (de) | 1985-08-14 | 1986-08-01 | Wasserloesliche copolymerisate und deren verwendung als baustoffhilfsmittel. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3529095 | 1985-08-14 | ||
DE19853529095 DE3529095A1 (de) | 1985-08-14 | 1985-08-14 | Wasserloesliche copolymerisate und deren verwendung als baustoffhilfsmittel |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0214454A2 true EP0214454A2 (fr) | 1987-03-18 |
EP0214454A3 EP0214454A3 (en) | 1987-06-16 |
EP0214454B1 EP0214454B1 (fr) | 1989-04-05 |
Family
ID=6278460
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19860110675 Expired EP0214454B1 (fr) | 1985-08-14 | 1986-08-01 | Copolymères solubles dans l'eau et leur usage comme auxiliaire de matériel de construction |
Country Status (5)
Country | Link |
---|---|
US (1) | US4727116A (fr) |
EP (1) | EP0214454B1 (fr) |
AT (1) | ATE41940T1 (fr) |
CA (1) | CA1273741A (fr) |
DE (2) | DE3529095A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0473881A1 (fr) * | 1990-09-03 | 1992-03-11 | Showa Denko Kabushiki Kaisha | Agent d'absorption de liquide |
WO2003085013A2 (fr) * | 2002-04-10 | 2003-10-16 | Skw Polymers Gmbh | Copolymeres hydrosolubles a base d'acides sulfoniques olefiniques, leurs procedes de production et leur utilisation |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3642859A1 (de) * | 1986-12-16 | 1988-06-30 | Hoelter Heinz | Verfahren zur einbindung von rueckstaenden, wie salzhaltige produkte und/oder schwermetalle und andere nicht deponiefreundliche produkte in bindemitteln, die auslaugungsfest eingebunden werden sollen |
US5115063A (en) * | 1989-01-30 | 1992-05-19 | Gencorp Inc. | High magnetic strength magnets containing a flexible acrylate-2-acrylamido-2-methylpropane sulfonic acid salt binder |
US5137764A (en) * | 1990-12-06 | 1992-08-11 | Doyle Dennis J | Floor structure incorporating a vapor and gas barrier |
JP3042546B2 (ja) * | 1991-04-23 | 2000-05-15 | 昭和電工株式会社 | 微粒子状の架橋型n−ビニルアミド樹脂及びミクロゲル、その製造法及び用途 |
DE4209632A1 (de) * | 1992-03-25 | 1993-09-30 | Basf Ag | Sulfogruppenhaltige Polymere |
US20150148456A1 (en) * | 2012-05-29 | 2015-05-28 | Construction Research & Technology Gmbh | Method for the production of solid accelerators for construction material mixtures |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0044508A2 (fr) * | 1980-07-19 | 1982-01-27 | CASSELLA Aktiengesellschaft | Copolymères de poids moléculaire élevé solubles dans l'eau, leur préparation et leur utilisation |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59223710A (ja) * | 1983-06-01 | 1984-12-15 | Sanyo Chem Ind Ltd | 原油増産用添加剤 |
-
1985
- 1985-08-14 DE DE19853529095 patent/DE3529095A1/de not_active Withdrawn
-
1986
- 1986-08-01 EP EP19860110675 patent/EP0214454B1/fr not_active Expired
- 1986-08-01 AT AT86110675T patent/ATE41940T1/de not_active IP Right Cessation
- 1986-08-01 DE DE8686110675T patent/DE3662694D1/de not_active Expired
- 1986-08-04 US US06/893,126 patent/US4727116A/en not_active Expired - Fee Related
- 1986-08-12 CA CA000515739A patent/CA1273741A/fr not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0044508A2 (fr) * | 1980-07-19 | 1982-01-27 | CASSELLA Aktiengesellschaft | Copolymères de poids moléculaire élevé solubles dans l'eau, leur préparation et leur utilisation |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0473881A1 (fr) * | 1990-09-03 | 1992-03-11 | Showa Denko Kabushiki Kaisha | Agent d'absorption de liquide |
US5300606A (en) * | 1990-09-03 | 1994-04-05 | Showa Denko K.K. | Liquid absorption agent |
US5407996A (en) * | 1990-09-03 | 1995-04-18 | Showa Denko K.K. | Method for producing ceramics using crosslinked N-vinylcarboxylic and amide resin |
WO2003085013A2 (fr) * | 2002-04-10 | 2003-10-16 | Skw Polymers Gmbh | Copolymeres hydrosolubles a base d'acides sulfoniques olefiniques, leurs procedes de production et leur utilisation |
WO2003085013A3 (fr) * | 2002-04-10 | 2004-02-05 | Skw Polymers Gmbh | Copolymeres hydrosolubles a base d'acides sulfoniques olefiniques, leurs procedes de production et leur utilisation |
AU2003233962B2 (en) * | 2002-04-10 | 2008-05-15 | Basf Construction Polymers Gmbh | Water-soluble copolymers based on olefinic sulfonic acids, method for the production thereof and use of the same |
Also Published As
Publication number | Publication date |
---|---|
EP0214454B1 (fr) | 1989-04-05 |
DE3662694D1 (en) | 1989-05-11 |
DE3529095A1 (de) | 1987-02-19 |
ATE41940T1 (de) | 1989-04-15 |
CA1273741A (fr) | 1990-09-04 |
US4727116A (en) | 1988-02-23 |
EP0214454A3 (en) | 1987-06-16 |
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